N-(2-Chloroethyl)benzylamine hydrochloride → 2-(3-Chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine

HRID 276398

Reaction equation

HRID 276398 reaction equation
[Cl-].[CH2:2]([NH2+:9][CH2:10][CH2:11]Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:13][C:14]1[C:15]([CH3:23])=[C:16]([N:20]=[C:21]=[S:22])[CH:17]=[CH:18][CH:19]=1>>[Cl:13][C:14]1[C:15]([CH3:23])=[C:16]([N:20]=[C:21]2[N:9]([CH2:2][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:10][CH2:11][S:22]2)[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 22712N-(2-Chloroethyl)benzylamine hydrochlorideHCID 1405041-Chloro-3-isothiocyanato-2-methylbenzene

Product 1

HCID 183164342-(3-Chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine

Procedure

2-Hydroxyethylamine was reacted with benzyl bromide according to Method B2a to give N-benzyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-benzyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 3-chloro-2-methylphenyl isothiocyanate to give 2-(3-chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-90c8d13e631d43c68ba3ffe9ed590da9
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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